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Thioglycolic acid

Thioglycolic acid Structure
CAS No.
68-11-1
Chemical Name:
Thioglycolic acid
Synonyms
THIOGLYCOLIC ACID;TGA;2-MERCAPTOACETIC ACID;MEQUINDOX;thioglycolic;Thioglycolate;THIOGLYCOLLIC ACID;Mercaptoacetate;2-mercaptoacetate;mercaptoacetic
CBNumber:
CB6477604
Molecular Formula:
C2H4O2S
Molecular Weight:
92.12
MOL File:
68-11-1.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

Thioglycolic acid Properties

Melting point −16 °C(lit.)
Boiling point 96 °C5 mm Hg(lit.)
Density 1.326 g/mL at 20 °C(lit.)
vapor density 3.2 (vs air)
vapor pressure 0.4 mm Hg ( 25 °C)
refractive index n20/D 1.505(lit.)
Flash point 126 °C
storage temp. Store at +2°C to +8°C.
solubility Chloroform (Sparingly), Methanol (Sparingly)
form Liquid
pka 3.68(at 25℃)
color clear clear, colorless
PH 1 (H2O, 20℃)
Odor strong unpleasant odor
Water Solubility soluble
Sensitive Air Sensitive
Merck 14,9336
BRN 506166
Exposure limits TLV-TWA 1 ppm (~3.8 mg/m3) (ACGIH).
Stability Air Sensitive
InChIKey CWERGRDVMFNCDR-UHFFFAOYSA-N
LogP 0.090
CAS DataBase Reference 68-11-1(CAS DataBase Reference)
NIST Chemistry Reference Acetic acid, mercapto-(68-11-1)
EPA Substance Registry System Thioglycolic acid (68-11-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06
Signal word  Danger
Hazard statements  H301+H311+H331-H314-H317
Precautionary statements  P261-P270-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T,T+
Risk Statements  23/24/25-34-26-24/25
Safety Statements  25-27-28-45-36/37-28C-23
RIDADR  UN 1940 8/PG 2
OEB B
OEL TWA: 1 ppm (4 mg/m3) [skin]
WGK Germany  1
RTECS  AI5950000
9-13-23
Autoignition Temperature 662 °F
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29309070
Toxicity LD50 orally in rats: 0.15 ml/kg (Deichmann, Mergard)
NFPA 704
1
3 0

Thioglycolic acid price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T6750 Thioglycolic acid solution ~70?% (w/w) in H2O 68-11-1 50ML ₹2662.95 2022-06-14 Buy
Sigma-Aldrich(India) T6750 Thioglycolic acid solution ~70?% (w/w) in H2O 68-11-1 500ML ₹11561.1 2022-06-14 Buy
Sigma-Aldrich(India) T3758 Thioglycolic acid 98% 68-11-1 100ML ₹4806.3 2022-06-14 Buy
Sigma-Aldrich(India) T3758 Thioglycolic acid 98% 68-11-1 500ML ₹8194.53 2022-06-14 Buy
Sigma-Aldrich(India) 88652 Thioglycolic acid solution ~80% in H2O, for spectrophotometric det. of palladium, iron, uranium(VI), molybdates and nitrites 68-11-1 250ML ₹3669.68 2022-06-14 Buy
Product number Packaging Price Buy
T6750 50ML ₹2662.95 Buy
T6750 500ML ₹11561.1 Buy
T3758 100ML ₹4806.3 Buy
T3758 500ML ₹8194.53 Buy
88652 250ML ₹3669.68 Buy

Thioglycolic acid Chemical Properties,Uses,Production

Description

Thio glycolic acid (TGA) is the organic compound HSCH2CO2H . It contains both a thiol (mercaptan) and a carboxylic acid. It is a clear liquid with a strong unpleasant odor. It is readily oxidized by air to the corresponding disulfide [SCH2CO2H]2.
TGA was developed in the 1940s for use as a chemical depilatory and is still used as such, especially in salt forms, including calcium thioglycolate and sodium thioglycolate. TGA is the precursor to ammonium thioglycolate that is used for permanents. TGA and its derivatives break the disulfide bonds in the cortex of hair. One reforms these broken bonds in giving hair a "perm." Alternatively and more commonly, the process leads to depilation as is done commonly in leather processing. It is also used as an acidity indicator, manufacturing of thioglycolates, and in bacteriology for preparation of thioglycolate media.
TGA is also used in the making of tin stabilizers often used in certain polyvinyl chloride products (such as vinyl siding).
TGA, usually as its dianion, forms complexes with metal ions. Such complexes have been used for the detection of iron, molybdenum, silver, and tin.
Thioglycolic acid is used as nucleophile in thioglycolysis reactions used on condensed tannins to study their structure.

Chemical Properties

Also known as mercaptoacetic acid, HSCH2COOH is a colorless liquid with a strong unpleasant odor. Used as a reagent for metals such as iron, molybdenum, silver, and tin,and in bacteriology.

Uses

Mercaptoacetic acid is used as a reagent formetals analysis; in the manufacture of thioglycolates, pharmaceuticals, and permanentwave solutions; and as a vinyl stabilizer.

Preparation

Thioglycolic acid is prepared from Sodium sulfide plus Sodium monochloride acetate to yield Dithioglycollic acid. Electrolysis of the latter acid yields the title material.

General Description

A colorless liquid with an unpleasant odor. Density 1.325 g / cm3. Used to make permanent wave solutions and depilatories. Corrosive to metals and tissue.

Air & Water Reactions

Readily oxidized by air. Water soluble.

Reactivity Profile

Mercaptoacetic acid is readily oxidized by air . Reacts readily with other oxidizing agents as well in reactions that may generate toxic gases. Incompatible with diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials may generate heat and toxic and flammable gases. May react with acids to liberate hydrogen sulfide. Neutralizes bases in exothermic reactions. Reacts with cyanides, sulfites, nitrites, thiosulfates to generate flammable and toxic gases and heat. Reacts with carbonates and bicarbonates.

Hazard

Toxic by ingestion and inhalation, strong irritant to tissue, eyes, and skin.

Health Hazard

Mercaptoacetic acid is a highly toxic and ablistering compound. Even a 10% solutionwas lethal to most experimental animals by dermal absorption. The oral LD50 value ofundiluted acid is less than 50 mg/kg (Patty1963). The lethal dose in rabbits by skinabsorption is 300 mg/kg. The acute toxicsymptoms in test animals include weakness,respiratory distress, convulsions, irritation ofthe gastrointestinal tract, and liver damage.
Mercaptoacetic acid is a severe irritant.Contact with eyes can cause conjunctivalinflammation and corneal opacity. Skin contact can result in burns and necrosis.

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Safety Profile

Poison by ingestion, skin contact, intraperitoneal, and intravenous routes. Moderately toxic by subcutaneous route. A corrosive irritant to skin, eyes, and mucous membranes. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS and HYDROGEN SULFIDE.

Potential Exposure

Thioglycolic acid is used to make thioglycolates; in sensitivity tests for iron; in formulations of permanent wave solutions and depilatories; in pharmaceutical manufacture; as a stabilizer in vinyl plastics.

Carcinogenicity

Thioglycolic acid was not mutagenic in a number of Salmonella typhimurium strains with or without metabolic activation.

Shipping

UN1940 Thyoglycolic acid, Hazard class: 8; Labels: 8-Corrosive material.

Purification Methods

Mix the acid with an equal volume of *benzene; the *benzene is then distilled off to dehydrate the acid. After heating to 100o to remove most of the *benzene, the residue is distilled under vacuum and stored in sealed ampoules at 3o. [Eshelman et al. Anal Chem 22 844 1960, Beilstein 3 IV 1130.]

Incompatibilities

Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Air, strong oxidizers; bases, active metals, for example, sodium potassium, magnesium, and calcium. Readily oxidized by air. Thermal decomposition causes release of hydrogen sulfide. May attack various metals.

Waste Disposal

Dissolve in flammable solvent and burn in furnace equipped with afterburner and alkaline scrubber.

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